3-Hydroxyflavone (3-HF), which binds to the minor groove of DNA, is a strong antioxidant and hence a potent therapeutic and diagnostic agent. A special photo-property, called excited state intramolecular proton transfer (ESIPT), makes the 3-HF derivatives sensitive to the cellular hydrophobic microenvironment. The present study depicts the various changes in the ESIPT of 3-HF due to cationic surfactant-induced compaction of DNA.